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| Naji, M. |
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| Motta, Antonella |
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| Aletan, Dirar |
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| Mohamed, Tarek |
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| Ertürk, Emre |
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| Taccardi, Nicola |
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| Kononenko, Denys |
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| Petrov, R. H. | Madrid |
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| Alshaaer, Mazen | Brussels |
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| Bih, L. |
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| Casati, R. |
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| Muller, Hermance |
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| Kočí, Jan | Prague |
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| Šuljagić, Marija |
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| Kalteremidou, Kalliopi-Artemi | Brussels |
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| Azam, Siraj |
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| Ospanova, Alyiya |
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| Blanpain, Bart |
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| Ali, M. A. |
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| Popa, V. |
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| Rančić, M. |
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| Ollier, Nadège |
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| Azevedo, Nuno Monteiro |
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| Landes, Michael |
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| Rignanese, Gian-Marco |
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Mountford, Andrew J.
in Cooperation with on an Cooperation-Score of 37%
Topics
Publications (2/2 displayed)
- 2008Synthesis, structure, and supramolecular architecture of benzonitrile and pyridine adducts of bis(pentafluorophenyl)zinc: pentafluorophenyl-aryl interactions versus homoaromatic pairingcitations
- 2005Intramolecular and intermolecular N-H···F-C hydrogen-bonding interactions in amine adducts of tris(pentafluorophenyl)borane and tris(pentafluorophenyl)alanecitations
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article
Intramolecular and intermolecular N-H···F-C hydrogen-bonding interactions in amine adducts of tris(pentafluorophenyl)borane and tris(pentafluorophenyl)alane
Abstract
The reaction between B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub> and NH<sub>3</sub>(g) in light petroleum yielded the solvated adduct H<sub>3</sub>N · B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>· NH<sub>3</sub>. Treatment with a second equivalent of B(C<sub>6</sub>F5)<sub>3</sub> afforded H<sub>3</sub>N · B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>. Attempts to prepare the analogous alane adduct were unsuccessful and resulted in protolysis. Related compounds of the form R'R"N(H)· M(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub> were synthesized from M(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub> and the corresponding primary and secondary amines (M = B, Al; R' = H, Me, CH<sub>2</sub>Ph; R" = Me, CH<sub>2</sub>Ph, CH(Me)(Ph); R'R" = <i>cyclo</i>-C<sub>5</sub>H<sub>10</sub>). The solid-state structures of 13 new compounds have been elucidated by single-crystal X-ray diffraction and are discussed. Each of the borane adducts has a significant bifurcated intramolecular hydrogen bond between an amino hydrogen and two o-fluorines, while N-H···F-C interactions in the alane adducts are weaker and more variable. F-19 NMR studies demonstrate that the borane adducts retain the bifurcated C-F···H···F-C hydrogen bond in solution. Compounds of the type R'R"N(H)·M(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub> conform to Etter's rules for the prediction of hydrogen-bonding interactions.